Zooxanthellamide D, a polyhydroxy polyene amide from a marine dinoflagellate, and chemotaxonomic perspective of the Symbiodinium polyols

Fukatsu, Takuya, Onodera, Ken-ichi, Ohta, Yuichiro, Oba, Yuichi, Nakamura, Hideshi, Shintani, Tomoaki, Yoshioka, Yukio, Okamoto, Tetsuji, ten Lohuis, Michael, Miller, David J., Kawachi, Masanobu, and Ojika, Makoto (2007) Zooxanthellamide D, a polyhydroxy polyene amide from a marine dinoflagellate, and chemotaxonomic perspective of the Symbiodinium polyols. Journal of Natural Products, 70 (3). pp. 407-411.

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Abstract

A long-chain polyhydroxy polyene amide, zooxanthellamide D (ZAD-D, 1, C54H83NO19), was isolated from a cultured marine dinoflagellate of the genus Symbiodinium. ZAD-D (1) is a polyhydroxy amide consisting of a C22-acid part and a C32-amine part and furnishes three tetrahydropyran rings and six isolated butadiene chromophores. The relative stereochemistry of the tetrahydropyran ring systems was elucidated by NMR techniques. This metabolite showed moderate cytotoxicity against two human tumor cell lines. A phylogenetic tree of Symbiodinium has been updated and compared with the structures of the hitherto isolated polyols of Symbiodinium, zooxanthellatoxins and zooxanthellamides, providing a promising chemotaxonomic perspective for the classification of this morphologically indistinguishable dinoflagellate.

Item ID: 2199
Item Type: Article (Refereed Research - C1)
Keywords: zooxanthellamide; Symbiodinium; cytotoxicity
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ISSN: 1520-6025
Date Deposited: 06 May 2009 04:41
FoR Codes: 10 TECHNOLOGY > 1099 Other Technology > 109999 Technology not elsewhere classified @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
Citation Count from Web of Science Web of Science 5
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